Synthesis and Chemical Shifts Calculation of a-Acyloxycarboxamides Derived from Indane-l,2,3-trione by DFT and HF Methods

• 作者: Ali Ramazani Ali Reza KazemizadehI Hooriye Yahyaei
• 来源期刊: 结构化学
• 学科: 化学
• 关键词: 化学位移计算 HF方法 氢化 合成 DFT NMR谱 衍生 酮
• 年，卷（期）: 2012,（9）
• 页码范围: 1346-1356
• 页数: 11页
• 分类号: O621.12|O629.71
• 语种: 英文

摘要

α-Acyloxycarboxamides are synthesized from three-component Passerini reaction between indane-1,2,3-trione, isocyanides, and thiophenecarboxylic acids in quantitative yields. The structures of the final products were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry, and elemental analysis. The B3LYP/HF calculations for computation of 1H and 13C NMR chemical shifts have been carried out for the title compounds at the 6-311＋G＊＊ and 6-311＋＋G＊＊ basis set levels within GIAO and CSGT approaches. Predicted 1H and 13C NMR che-mical shifts have been assigned and compared with experimental 1H and 13C NMR spectra and they are supported each other.